Order In The Court! 100 Celebrity Scandals That Rocked The Pop Culture Universe

In 2001 surveillance cameras caught the then-30-year-old star acting about half her age, as she tried to slip out of the store with more than $6,000 worth of merchandise. The cherry on top of this mess: painkillers were found in Winona’s purse. She poked fun at the whole episode during a bizarre stint as the host of Saturday Night Live.

2 Pat O’Brien’s Dirty Voicemails

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Thanks to some unfortunate drunk dialing in 2005, Pat will go down in history as the guy who wanted to “go f*cking crazy,” inviting his anonymous crush to join him and “Betsy” for a sex romp. So graphic were the messages that “Get another woman up, hire a hooker. Let’s get crazy, get some coke” is the kid-friendly part.

3 Pee-Wee Herman’s Indecent Exposure

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In 1991 Paul Reubens was busted for exposing himself in a Florida adult movie theatre. Legally, the incident was no biggie: Reubens pleaded no contest and was fined $135.

4 Sinead O’Connor Rips Up Pope Picture

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On October 3, 1992, Sinead O’Connor appeared on Saturday Night Live and destroyed a picture of Pope John Paul II and subsequently destroyed her career.

5 The Myth That Mick Jagger Ate Candy Out Of Marianne Faithful’s Vagina

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In 1967, 20 police officers raided Keith Richards’ Redlands estate. Richards and Mick Jagger were charged with possession of LSD, but the highlight came before that. Cops swore they interrupted Jagger eating a Mars Bar wedged into his girlfriend’s holiest of holies before hauling him away for possession.

6 Kim Kardashian Sex Tape

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The Kim Kardashian and Ray J sex tape is also known as the world’s most infamous sex tape. The very intimate home movie was released by Vivid Video in 2007. Kim took legal action against the entertainment company and ended up settling for $5M. The sex tape put Kim on the map and kicked off a very lucrative career for the reality star.

7 George Michael Arrested For Lewd Act In Bathroom

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In the spring of 1998, an undercover cop witnessed George committing a “lewd act” in the restroom of a Beverly Hills park. The legal drama that resulted was minor, but it did lead to the pop star’s arrested and a new open stance on his sexuality.

8 Ashton Kutcher Hooks Up Behind Demi Moore’s Back

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Ashton and Demi’s May-December romance was always surprised, but despite the odds, they seemed to be legitimately crazy in love. Emphasis on seemed. In Late 2011, Kutcher hooked up with Sara Leal, a young administrative assistant in San Diego. To make matters worse, it happened and he and Demi’s anniversary. Naturally, they got divorced.

9 Dave Chappelle Bails On Chappelle’s Show

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In 2003 Dave scored a serious hit on Comedy Central with Chappelle’s Show. In just two seasons, TV execs freaked and forked over a $55 million contract to try and snag the star for two more seasons. Instead, in May 2005, Chappelle ran out during production of season three, hopping a plane to Africa and ending the show for good.

10 Todd Bridges’ Drug Woes

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The adorable teen — who ended his run as Willis Drummond on Diff’rent Strokes in 1986 — was busted just two years after the show’s end for attempting to murder a drug dealer while crazy on a coke binge. The actor was acquitted, but found himself facing the same charge in 1997 after attacking someone with a car — and was acquitted once more, making him one of the only child stars ever to experience good luck in later life.

11 Matt Damon Dumps Minnie Driver On Oprah

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Matt Damon and Minnie Driver fell in love while the rest of the world was going gaga over their surprise 1997 hit, Good Will Hunting. But while Matt’s character chases after Minnie at the end of that mushy flick, their actual affair ended awkwardly and abruptly when he denied having a girlfriend during an appearance on The Oprah Winfrey Show.

12 Vanessa Anne Hudgens’ Nude Photos

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Vanessa Hudgens became a hit with the tween set by starring in Disney’s wildly popular made-for-TV movie series High School Musical, but it wasn’t until her nudie pics hit the Internet in 2007 that she became a household name.

13 Angelina Jolie Makes Out With Her Brother

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Angelina Jolie’s career was on fire when she shockingly open-mouth-kissed her older brother James Haven at the 2000 Oscars ceremony. She accepted the Academy Award for Girl, Interrupted and then, from the stage of the Shrine Auditorium in Los Angeles, proceeded to gush about how much she was “in love with” James.

14 Karrine “Superhead” Steffans Publishes Tell-All

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Karrine “Superhead” Steffans doesn’t just shake her booty in your favorite rap videos. She’s also slept with most of your favorite rap stars. The list includes Lil’ Wayne, Method Man and even a few ringers like Shaquille O’Neal and Bill Maher. And her acrobatic tongue eventually earned her the nickname “Superhead.”

15 Amanda Bynes Meltdown

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Bynes covered all of the meltdown checkpoints. DUI arrest. Insane wigs. Twitter rants. Erratic behavior. Her 2012 and 2013 were full of drama, culminating in a stay in NYC that included events like tossing a bong out of a window, but she’s setlled down considerably in recent

16 Mariah Carey’s TRL Meltdown

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Mimi showed up on MTV’s TRL in July 2001 pushing an ice-cream cart. Sporting little more than a T-shirt, Mariah handed out popsicles to the baffled crowd as she began a bizarre striptease. “I just want one day off when I can go swimming and eat ice cream and look at rainbows,” she slurred as she sexed up the teenaged crowd.

17 Whitney Houston: Crack Is Whack

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Chatting with Diane Sawyer in 2002, Whitney Houston admitted to doing drugs. When asked her drug of choice — “Is it alcohol? Is it marijuana? Is it cocaine?” — Whitney answered, “It has been at times.” Sawyer: “All?” Houston: “At times.” But even Whitney had her limits: “I make too much money for me to ever smoke crack … crack is whack.”

18 Kobe Bryant Rape Trial

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On July 18, 2003, Kobe banged a 19-year-old former cheerleader working at his hotel. Shortly after the incident she came forward and charged the Lakers star with sexual assault, throwing a wrench into his perfect world. Bryant admitted to the adultery, and — in the most pathetic and pricey attempt at an apology ever — bought his wife a $4 million 8-carat diamond ring so she could wear his shame on her finger.

19 Diddy Midtown Shooting Trial

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On December 27, 1999, Diddy, JLo, and entourage were out at Club New York in Manhattan, when gunfire broke out. The mogul, along with his then-protégé Shyne, was arrested after his driver turned him in, accusing his boss of attempting to bribe him into taking the weapon used in the shooting. The seven-week trial in 2001 hogged headlines across the country.

20 Madonna And Britney Kiss

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The year was 2003, the girls were decked out in white wedding dresses better suited for streetwalkers, and they only had eyes–or lips–for one lady: Madonna. In September, Britney Spears and Christina Aguilera joined their idol onstage at the MTV Video Music Awards and turned a regular performance into headline news when they each took turns tongue-kissing Madge.

21 Bill O’Reilly Loves Vibrators, Phone Sex

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In October of 2004, Fox News host Bill O’Reilly was sued for sexual harassment by Fox News producer Andrea Mackris. According to Mackris and her attorneys, O’Reilly’s abusive conduct included talk of vibrators, phone sex, and the size of “not-so-little-Bill.” O’Reilly never admitted guilt and never apologized.

22 Rush Limbaugh Is A Drug Addict

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In 2003, Rush Limbaugh admitted to being addicted to prescription painkillers and headed to rehab. He was eventually busted for “doctor shopping” and turned himself in on April 28, 2006. Prosecutors agreed to drop the charges if he’d cough up $30,000 to cover the investigation’s costs, undergo therapy for 18 months, and submit to regular drug testing. Rush took the deal, and the case was closed.

23 Jesse James Screws Over Sandra Bullock

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One would assume that you’d be completely fulfilled in a marriage to Sandra Bullock, but not Jesse James. The year after Bullock won an Oscar, news broke that he’d had affairs with several women, including Kat Von D. They divorced soon after.

24 Amy Winehouse Is A Drug Addict

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When Amy Winehouse’s breakthrough album, Back to Black, hit U.S. shores in early 2007, it was hard to say which Winehouse was a bigger mess: the lovelorn persona on record who explicitly said no to rehab, or the drunken persona in public whose YouTubeable antics implicitly said no to rehab. Unfortunately, Amy lost her life to addiction at the young age of 27 in 2011.

25 Eddie Murphy’s Transvestite Prostitute

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On May 2, 1997 Sheriff’s deputies in West Hollywood pulled over a Land Cruiser driven by Eddie Murphy after they observed a known pre-op transsexual prostitute, Atisone Seuli get inside. Seuli was arrested for outstanding warrants, but Murphy was released. Soon enough though, other transvestites materialized claiming to have had relations with Murphy.

26 Courtney Love’s Heroin Binge

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Courtney Love sat down with Vanity Fair writer Lynn Hirschberg to debut herself as Nirvana front-man Kurt Cobain’s wife with a rock star career of her own, but she ended up temporarily losing her newborn infant. “We went on a binge,” she told Hirschberg. “I did heroin for a couple of months.” The catch: her “binge,” in January 1992, overlapped with her pregnancy.

27 Kate Moss Cocaine Video

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In September 2005 the former Calvin Klein sex goddess was videotaped sniffing the snow at a West London recording studio, with pals including then-boyfriend Pete Doherty of Babyshambles fame. When the amateur video went viral, Moss caught a new nickname: “Cokate.”

28 Eminem’s Relationship With Kim

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The couple first met as young teenagers in 1989, and had a daughter, Hailie Jade, five years later. Kim married Eminem years later and hoped marrying would keep him faithful on tour. It didn’t. Kim eventually sued for $10 million dollars for defamation of character, and Eminem filed for divorce. The couple reconciled and married again in 2006, but only lasted a little over two months.

29 Brooke Shields Calvin Klein Ads

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In 1980, Shields became the youngest model to cover Vogue. The 14-year-old also starred in a sexually titillating Calvin Klein ad that year, in which she stated, “You want to know what comes between me and my Calvins? Nothing.” The moment was controversial given its sexual undertones and her age, but it was also a massive success and launched Calvin Klein into the stratosphere.

30 John Belushi Overdoses

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John Belushi‘s hilarious portrayal of Bluto Blutarsky — a whiskey-guzzling, toga-partying frat boy in Animal House — rocked audiences with laughter. But the real-life hard-partying ways of the Saturday Night Live comedian, which led to his 1982 OD via speedball at the age of 33, were not so funny.

31 Studio 54 Bust

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Cocaine hidden in the walls, more than half a million dollars stuffed in hidden trash bags, and a “secret” set of accounting books listing celebrity clients’ favorite drugs were just a few of the scandalous items the FBI found when they busted New York hotspot Studio 54 in 1978.

32 Tom Cruise Loses His Cool

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In 2005 Tom Cruise announced he had fallen in love with Katie Holmes. Hollywood’s most popular star and the beauty from Dawson’s Creek? It stank like a publicity stunt. But Tom was determined to prove the world wrong. While guesting on Oprah, he got so excited over his romance that he jumped up and down on her couch. “That’s how I feel about it! Really!” he cried.

33 River Phoenix Overdoses

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River Phoenix’s 1993 overdose was not the first tragic death of a young actor nor the last. He had no previous drug history, and many were shocked when River died on the sidewalk outside of Johnny Depp’s club, the Viper Room, following a night of hard partying. Brother Joaquin almost quit acting after his desperate 911 call was played on TV.

34 Rick James Tortures People

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It was during a coke binge that Rick and his girlfriend Tanya Hijazi tied Alley up, forced her to perform sexual acts. And then, a year later, music executive Mary Sauger testified that Rick and Tanya proceeded to beat her and hold her prisoner for 20 hours. Rick spent nearly three years in Folsom State Penitentiary and was released in 1996.

35 Richard Gere Rumored To Stick Gerbils Up His Butt

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Back in the early ’90s, Richard was allegedly admitted to a Los Angeles area hospital with a foreign object lodged in his rectum. Only he and the X-ray machine know for sure, but the object was reported to be a gerbil, either alive or dead (we’ll let you make the educated guess).

36 Mike Tyson Convicted Of Rape

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Asked to judge an Indiana beauty pageant, the 25-year-old Tyson allegedly invited the 18-year-old Miss Black Rhode Island, Desiree Washington, back to his hotel room. From there, reports differ as to whether the sex was consensual or not, but on March 27, 1992, Tyson was convicted of rape and sentenced to ten years in prison.

37 Elvis Presley Dies At 44

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Elvis Presley had shot to fame in the late fifties with hit songs like “Hound Dog” which made him the third-bestselling recording artist of all time. But twenty years later his star was fading. In 1977, his fiancée Ginger Alden found him lying in a pool of his own vomit on the bathroom floor of his home. He died of heart failure, thought to be related to drug use.

38 Hugh Grant Busted For Soliciting Prostitute

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By the mid-1990s, Hugh Grant had weaseled his way into our hearts, thanks to his bumbling courtship of Andie MacDowell in Four Weddings and a Funeral. Throw bombshell girlfriend Liz Hurley into the mix, and Hugh had it all. Imagine the shock when he stopped stammering long enough to be arrested in the company of Hollywood sex worker Divine Brown in June 1995.

39 Jane Fonda Endorses North Vietnamese

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Jane traveled to Vietnam in the winter of 1972 to investigate whether the US had been purposefully bombing dikes to affect the water supply. Jane was also photographed sitting astride a Vietnamese anti-air gun in a helmet, as well as She remarked that American prisoners of war whom she had interviewed had not been tortured, despite claims to the contrary.

40 Hells Angels Wreak Havoc At Altamont

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In 1969, the Rolling Stones decided to play a free concert in California. Without a venue, the band settled on Altamont, an abandoned speedway, and 400,000 fans showed in just two days. The Hells Angels allegedly punched Jefferson Airplane lead singer Marty Balin in the face, lobbed beer cans at people’s heads, and used lead-filled pool cues to shove and prod the crowd.

41 Paris Hilton Goes To Jail

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In February 2007, Hilton was already on probation for a 2006 DUI arrest when she got pulled over for speeding. Police discovered she was driving with a suspended license, and Hilton was eventually sentenced to 45 days in jail for violating her probation.

42 Jack Johnson Becomes First Black Heavyweight Champ, Riots Ensue

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A great fury gripped America in 1910 after boxer Jack Johnson became the first undisputed black heavyweight champion of the world. After years of dodging Johnson’s challenges, white champ James J. Jeffries came out of retirement to prove that “a white man is better than a Negro.” Jeffries threw in the towel in the 15th round. When the news broke, riots and lynchings around the U.S. claimed the lives of at least 20 blacks and two whites.

43 Brad Dumps Jennifer For Angelina

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In 2005 with trouble at home, Brad Pitt and Jennifer Aniston decided to end their five year union and file for divorce. Although, Pitt denied adultery claims, he reportedly admitted to falling in love with Angelina Jolie on the set of Mr. & Mrs. Smith, filmed while Brad and Jen were still married.

44 Heidi Fleiss’s Prostitution Ring Busted

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During the 1990s Heidi ran a prostitution ring whose client list included movie and political types who, if we mentioned them, would sue us into the poorhouse. Fleiss’ boyfriend turned her in (he was launching his own call-girl ring), while Charlie Sheen was offered up as a B-list patsy for the prosecution. In 1997, Fleiss was sentenced to 37 months in jail for charges related to her prostitution business.

In 1972, the World Adult Theater in New York’s Times Square premiered the monumental film, which tells the story of a sexually frustrated woman, played by Linda Lovelace, who goes to the doctor only to learn that her clitoris is located in the back of her throat. The film was ruled as “indisputably obscene by any measure,” and was banned in 23 states. The controversy surrounding the flick pushed its worldwide gross into the stratosphere, with some estimates reaching $600 million.

47 Martha Stewart Busted For Insider Trading

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In 2001, Martha abruptly unloaded her ImClone shares the day before an FDA ruling sent the stock into free-fall. “Isn’t it nice to have brokers who tell you those things?” she said. But it sucks when they bring you down with them. The subsequent trial exposed America’s favorite homemaker as a devious scamster.

48 Sex Addict Bob Crane Murdered

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When Bob Crane’s friend John Carpenter got him a prehistoric video camera, he started filming his sexcapades — many of them co-starring his techie pal. The orgy came to a premature end in 1978, when Bob was found bludgeoned to death in an Arizona hotel. Carpenter was the prime suspect, but DNA tests on the blood found in his car were inconclusive.

49 Don Imus Spews Racist Remarks

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Don Imus took his controversial, boundary-pushing shock jock routine too far when he used the term “nappy headed ho’s” to describe the African-American players on the Rutgers University Women’s Basketball Team. Imus met with the team and apologized, but no one was amused. Imus went on to lose his MSNBC talk show and his CBS radio show Imus in the Morning.

50 John And Lorena Bobbit (And A Severed Penis)

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On June 23, 1993, John Wayne Bobbitt and his wife Lorena’s abusive relationship reached a tipping point when John Wayne forced himself on Lorena. While J.W. slept, out came the steak knife, and off came his wang. Lorena fled the scene. When it dawned on her what she had done, she threw the offending appendage into a nearby field. She was later found not guilty due to temporary insanity.

51 Justin Bieber Recently: Egg Raid to DUI Arrest

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Bieber’s been wilding because he’s young lately, and while some support his antics as simple rock star behavior, others are turned off. He bombed a neighbor’s house with eggs costing thousands of dollars in damage, he’s been arrested for DUI, and attacked a limo driver. Add a bunch of shirtlessness and weed into the equation and you’ve got yourself grounds for nonstop drama.

52 Michael Vick: Dog Killer

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In 2007, Atlanta Falcons star Michael Vick was busted for running a dog-fighting ring in Virginia. Allegedly, Vick and his associates organized bouts, bet on the fights — and executed the dogs. Vick pleaded guilty, swearing that he’d never gambled on the bouts, or killed any dogs. But he ran into trouble when a drug test turned up traces of marijuana in his blood. He was sentenced to 23 months in prison.

53 Janet Jackson And Justin Timberlake’s Nipplegate

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Justin Timberlake probably had no idea what kind of maelstrom he’d set off when, during the halftime show of the 2004 Superbowl, he ripped open Janet Jackson’s bustier and her luscious boob popped out, replete with a sunburst nipple shield, The stunt – famously deemed a “wardrobe malfunction” – sparked over half a million complaints to the FCC, and framed Jackson a pop pariah.

54 Marilyn Manson Blamed For Columbine Shootings

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On April 20, 1999, two Columbine High School students walked into their school in Littleton, Colorado, shot and killed thirteen people, and injured twenty-three others before turning the guns on themselves Fingers flailed and landed on Marilyn Manson to blame due to his similar persona to that of the murderers. Manson later fought back with a piece in Rolling Stone.

55 Charlie Sheen “Tiger Blood” Drugs x Porn Stars Phase

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In 2011, a media frenzy ensued when Charlie Sheen was kicked off Two and a Half Men. It was revealed that he was living with two porn stars and engaging in frequent cocaine binges. The saga inspired Sheen’s now infamous “tiger blood” quote about how he’s capable of living on the edge in a way that others aren’t.

56 Washington D.C. Mayor Marion Barry Crack Bust

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In 1990 Washington, D.C. mayor, Marion Barry was videotaped by the FBI smoking rock with girlfriend Rasheeda Moore in a D.C. hotel room. The Feds busted Barry just as he tried to leave his hotel room-turned-crack den. As he’s read his rights, Barry shouts the now infamous line: “I’ll be goddamn … bitch set me up!” Barry successfully ran for City Council and in 1995, he was re-elected mayor.

57 Mel Gibson’s Anti-Semitic Rant

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In July 2006 when Malibu policed pulled Mel Gibson over for a DUI he told the arresting officer, “Fucking Jews … Jews are responsible for all the wars in the world. Are you a Jew?” At the booking station, the What Women Want star barked at a female officer, “What are you looking at, Sugar Tits?” Gibson then booked a confessional with ABC’s Diane Sawyer.

58 Robe Lowe Sex Tape

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It’s 1988, and Rob Lowe’s star is in the ascendant. What better time, then, to go to the Democratic National Convention in Atlanta and have sex with two women, one of whom was only 16 at the time and may (or may not) have been a Dukakis supporter? And since it’s the 1980s, why not film it with one of those cool new camcorders?

59 Robert Downey, Jr. Has Drug Problems

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Though Downey had been hooked on alcohol and drugs since the age of nine (thank his party-hearty director father), it wasn’t until 1996 that the Oscar-nominated actor hit the headlines with a series of bizarro arrests. One of the more notorious escapades involved Downey breaking into a neighbor’s empty house and passing out in a child’s bedroom. Another found him naked and speeding down Sunset Boulevard.

60 Milli Vanilli Lip-Synch

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Milli Vanilli were stripped of their Best New Artist Grammy in 1990 after producer Frank Farian revealed that neither Fabrice Morvan nor Rob Pilatus actually performed on their multiplatinum debut, Girl You Know It’s True. It wasn’t until the duo demanded to sing on their next album that Farian admitted the hoax.

61 Phil Spector Charged With Murder

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As a record producer, pint-sized Phil Spector created the sound of the 1960s. Through the 1970s and ’80s, he earned a reputation as a borderline psycho and gun-nut. In 2003, a dead B-movie starlet, Lana Clarkson, had died of a gunshot wound in his home. In an interview given a week earlier, he had described himself as “relatively insane.” In 2007, a deadlocked jury resulted in a mistrial.

62 Kristen Stewart Steps Out On Rob Pattinson With Her Director

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Twilight stars Kristen and Rob seemed like the perfect couple, but then it broke that Stewart was having an affair with her married director Rupert Sanders.

63 Michael Richards Loses It On Stage

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You know you’re in serious trouble when Reverend Al Sharpton rejects your apology and says you need to do more than just say “sorry.” That’s what happened after Michael Richards (aka “Kramer” from Seinfeld) spewed an n-word-filled tirade at some black hecklers at an LA comedy club in 2006.

64 Lou Pearlman Indicted

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Orlando music mogul Lou Pearlman made his money by getting women to sink their life savings into nonexistent companies, then pocketed the money. As if that weren’t bad enough, he used some of those millions to help manufacture boy-band juggernauts Backstreet Boys and *NSYNC. In May 2008, the 53-year-old was sentenced to 25 years in federal prison, but his debts to cheated investors, which total some $300 million, remain unpaid.

65 Chuck Berry’s ’Toilet Tapes’

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Few black musicians have been as influential as Chuck Berry, whose guitar-slinging in the ’50s inspired countless rockers. In 1990, Chuck was able to add “pervert” after “rock legend” and “tax evader” on his résumé. He was sued by several female customers of his St. Louis restaurant, who claimed there was a video-camera setup in the ladies’ bathrooms. Berry shut them up with a $1.2 mil payout.

66 Lisa ’Left-Eye’ Lopes Burns Down Andre’s House

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After discovering that boyfriend and Atlanta Falcons star Andre Rison was cheating on her, the TLC frontwoman tried to burn up his sneakers on June 9, 1994. Instead, she burned down his $1.3 million dollar house.The 24-year-old singer was sentenced to five years probation, fined $10,000, and entered an alcohol rehab program.

67 Tonya Harding Has Nancy Kerrigan Clubbed

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In 1994, 23-year-old World silver-medalist, Tonya Harding played a key role in the crude attack on Nancy Kerrigan, a gorgeous goody-goody who was the figure skating equivalent of Snow White, and who Harding believed was her biggest obstacle to Olympic gold. Nothing good came of Harding’s malicious envy. Although she later dodged jail-time by pleading guilty, she was stripped of her title and banished from the sport.

68 Heath Ledger Overdoses

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Heath Ledger was one of those special Hollywood types which rarely surface in that land of vapidity and vanity. So it was a straight-up shock when hearing of his sudden death from an accidental overdose of prescription pills one January afternoon in 2008. Heath had admitted to struggling seriously with a sleeping problem while filming The Dark Knight, and posthumous medical tests revealed six different drugs in his system.

69 Jimmy Swaggart Caught With Prostitute

Pentecostal preacher Jimmy Swaggart, accused minister Marvin Gorman of coveting a fellow pastor’s wife. In turn, Gorman in sicced a P.I. on Swaggart, and in 1988 the holy hypocrite was caught with prostitute Debra Murphree. After apologizing in an apocalyptic on-air meltdown, Swaggart was allowed to keep his TV ministry. But three years later, the California Highway Patrol caught him in a car with a different prostitute.

70 Barry Bonds’ Steroid Scandal

When not kicking his pregnant wife or refusing to license his likeness, Barry Bonds was supposedly smearing “flaxseed oil” and “rubbing balm” on his chest and neck, according to grand jury testimony he gave in 2003. Bonds denied ever using steroids to prosecutors. The U.S. government evidently doubted Bonds’s testimony as well, and, in 2007, indicted him on perjury and obstruction of justice charges.

71 Gram Parsons’ Corpse Stolen

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Gram Parsons had long been obsessed by California’s Joshua Tree monument. In Sept. 19, 1973 he OD’d at the The Joshua Tree Inn. Parsons’s millionaire stepfather wanted the body brought back to Louisiana. Instead, his manager hijacked the body and tried creamting him at Joshua Tree. The manager’s clumsy attempts at cremating produced a giant fireball that alerted park rangers, who put a stop to his antics.

72 Ted Kennedy Goes For A Dip At Chappaquiddick

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On July 18, 1969 Ted Kennedy crashed his car into Chappaquiddick’s Poucha Pond with Mary Jo Kopechne. He escapes and flees the scene of the crime. Kopechne’s body was discovered the following day by some fishermen. He pled guilty to leaving the scene of an accident and wrote the girl’s family a $90,000 check. The incident would dog Kennedy and effectively torpedoed his chances of ever winning the presidency of the United States.

73 Paris Hilton Sex Tape

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In late 2003, Paris Hilton’s ascent to “it girl” meta-fame was reaching its zenith. Less than a week before The Simple Life’s premiere, former boyfriend Rick Salomon leaked excerpts from a four year old sex tape he’d filmed with Paris Hilton onto the web.

74 The Pamela Anderson And Tommy Lee Sex Tape

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In 1997, IEG Entertainment offered the world downloadable copies of Baywatch bombshell Pamela Anderson and Mötley Crüe drummer Tommy Lee celebrating their whirlwind 1995 marriage in a series of enthusiastic, onscreen sexual encounters. From that day forward, no celebrity’s PC or cell phone would be safe from hump-hungry hackers.

75 New York Governor Eliot Spitzer Likes Prostitutes

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In 2008 Eliot Spitzer was outed as “Client 9″ of the Emperors Club call-girl ring, having spent nearly $80,000 on prostitutes over a decade. After a chorus of “He did what?”, Spitzer’s wife grimaced in support as her husband resigned to a quiet life of consultancy and plea bargains.

76 Jerry Lee Lewis Marries His 13-Year-Old Cousin

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In 1957, “Great Balls Of Fire” singer, Jerry Lee Lewis married his 13-year-old second cousin. Despite telling reporters that wife Myra Gail Brown was a ripe 15-years-old, her true age — and the fact that he’d yet to divorce his previous wife — soon leaked, quickly putting the kibosh on the singer’s fledgling career.

77 Lindsay Lohan Melts Down

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In 2006, Lindsay Lohan would regularly miss shooting for her film Georgia Rule and was publicly blasted for her “heavy partying” by a studio head. That was the beginning of a years-long downward spiral. She’d go on to be arrested several times, make several trips to rehab, and continues to struggle to make a comeback.

78 R. Kelly Child Porn Trial

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In 2002, R. Kelly was shocked to discover someone who looked very much like him pissing on a girl who looked very much like a 14-year-old girl. The video went viral. Kelly was eventually indicted for 21 counts of sex with a minor, but after much legal haggling, the charges were reduced to 14 kiddie-porn-related offenses. Despite a seemingly slam-dunk case against him, Kelly, in 2008, was acquitted of all charges.

79 Vanessa Williams Dethroned

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In 1983, New York beauty queen Vanessa Williams became the first African-American Miss America. A year later, Penthouse magazine published a pictorial made up of pre-fame photos. There was just a whiff of Sapphic love about the sexy snaps, but believe us when we say that in 1984 that was enough. Beauty-contest-loving Americans were outraged causing Williams to resign.

80 Amy Fisher Shoots Joey Buttafuoco’s Wife

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Sixteen-year-old Amy Fisher had been having an affair with Joey Buttafuoco since May 1991, but the married auto worker refused to leave his wife for his underage mistress. In May 1992, an enraged Fisher went to the Buttafuoco’s Massapequa, Long Island home, and shot his wife Mary Jo in the face with an Titan .25 semi-automatic, leaving her deafened in one ear and her face partially paralyzed.

81 Anna Nicole Smith’s Death

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Playboy model, Anna Nicole Smith was created so the world could marvel at just how messed up one perosn could get. The dust seemed to have cleared after the death of Smith’s 20-year-old son Daniel, from an overdose of prescription pills and methodone. Then Smith’s lifeless body was found in a Florida hotel room in February 2007. The autopsy showed she had suffered an accidental overdose of prescription medication.

82 Sid Killed Nancy. Or Did He?

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Sex Pistols member Sid Vicious was only 20 when he met Nancy Spungen in 1977. Less than two years later, both were dead. The couple holed up in Manhattan’s Chelsea Hotel binging on smack. On October 12, 1978, Nancy was found in the couple’s bathroom, dead from a knife wound in her abdomen. Sid was charged with Nancy’s murder before overdosing on February 2, 1979, at the home of his new girlfriend.

83 Patty Hearst Is Kidnapped

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The Symbionese Liberation Army kidnapped Patty Hearst in February of 1974. The radical SLA guerillas demanded that their captive’s father feed the Bay Area poor–and he complied. But she wasn’t released. She was either victim of brainwashing or a willing participant in SLA mayhem, because she stated robbing banks and kicking off of a string of cross-country holdups. When the police finally caught up with Hearst, a jury sentenced her to 25 years.

84 Kurt Cobain Commits Suicide

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Fans barely had time to memorize the lyrics on Nirvana’s third album before Cobain checked out, killing himself with a 20-gauge shotgun blast. Conspiracy theories abounded. Skeptics pointed to facts such as the massive amount of heroin in Cobain’s system, which would have sapped him of the strength to pull a trigger. Handwriting experts also scrutinized the suicide note to see if Cobain really had written it.

85 Marvin Gaye Murdered By His Father

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In 1984, in a house filled with guns, booze, and blow, Grammy-winning Marvin Gaye and his father had their final skirmish, this time over misplaced business papers. After Gaye knocked his father to the floor, 70-year-old Marvin Sr. got up, retrieved the pistol his son had given him for Christmas, and shot him twice at point blank range, killing him instantly.

86 JonBenet Ramsey Sexually Assaulted, Murdered

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America reeled when, in 1996, six-year-old JonBenét Ramsey was discovered strangled and sexually assaulted in the wine cellar of her family’s home in Boulder, Colorado. As the case ground on, everyone from the police to supermarket tabloids to Colorado’s governor began to suspect the parents’ involvement. But no one was ever charged. In July 2008, the Colorado D.A. officially cleared the girl’s parents of any wrongdoing in her death.

87 Marilyn Monroe Dies Under Mysterious Circumstances

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In 1962, Marilyn Monroe’s body was found in her Brentwood, California home early on August 4th, an apparent victim of a drug overdose at 36. While her cause of death was listed as “probable suicide,” forensics now shows her overdose was probably caused by a sedative enema. Did one of her doctors give her a bad prescription? Or was the enema a murder weapon? With nearly everyone involved now dead, it seems unlikely we’ll ever know the full story.

88 Kanye West: ’George Bush Doesn’t Care About Black People’

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Kanye West publicly dissed George Bush during a 2005 benefit for Hurricane Katrina victims. “I hate the way they portray us in the media,” he blurted to the camera, referring to the media at large. As addled co-presenter Mike Myers did his impression of Bambi in the headlights, West brought it home: “George Bush doesn’t care about black people.” Cue dead air.

89 The Roman Polanski Rape Trial

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Polish director Roman Polanski was charged with rape, sodomy, child molestation and giving drugs to a minor. The ensuing trial dragged on throughout 1977, and public opinion around the world was split as to his guilt. The 44-year-old director Polanski ultimately pleaded guilty to unlawful sexual intercourse with a minor, and was sentenced to 90 days in state prison for psychiatric evaluation.

90 John Lennon Murdered

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Even in the unsettling world of rock star deaths, few were as shocking as the murder of Beatle John Lennon, shot outside his Manhattan apartment in 1980 by a fan who had asked for the singer’s autograph hours earlier. But killer Mark David Chapman was driven only by psychological delusions and a hunger for fame. Chapman refused to plead insanity, and was found guilty of second-degree murder.

91 Woody Allen Marries His Stepdaughter

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“The heart wants what it wants,” says Woody Allen, which is probably the only reason a middle-aged man could ever give for hooking up with his babymama’s adopted daughter. Mia Farrow thought everything was fine between her and her director boyfriend in 1992 when she accidentally stumbled upon a series of nude photographs of the 22-year-old Soon-Yi Previn, which Allen had accidentally left on his mantle. D’oh!

92 Chris Brown Physically Assaults Rihanna

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On Grammy night in 2009, an argument between Chris Brown and then-girlfriend Rihanna went too far when he physically assaulted her. The actions seemed shocking for the previously wholesome pop star, and the unacceptable behavior completely tarnished Brown’s public image.

93 Tiger Woods Cheats On His Wife With A Ton Of Women

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Tiger Woods also seemed like a squeaky clean role model. He’s the world’s best golfer and had a flawless image to boot. Then news broke that he was sleeping with multiple women. The scandal sparked a media frenzy and at the end of it all, his wife walked away with a divorce and approximately $100 million.

94 Britney Spears Meltdown

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A pop princes can only take so much, and in 2007 Spears hit her breaking point. She shaved her head. She rarely wore underwear. She attacked a paparazzi’s car with an umbrella. She wore wigs. It was quite the spectacle and resulted in a 5150 hospitalization.

95 Charles Manson Murders

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The hippie dream received a rude awakening in 1969 when Charles Manson, a failed musician, used psychedelics and “free love” (orgies, rape, that kind of thing) to transform a group of troubled, vulnerable young adults into a violent, psychotic “family.” His efforts eventually led to a series of grotesque murders in August 1969 that horrified residents of the hills outside LA and stumped police for months.

96 Michael Jackson Molestation Charges

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Once upon a time, the biggest pop star in the world was accused of molesting a frequent visitor of his Neverland Ranch and settled out of court before a criminal suit could be brought against him. He ignited global fury and another court case 10 years later by claiming in a documentary that he shared his bed with young boys. He was eventually proven innocent by a jury.

97 O.J. Simpson Murder Trial

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After a much-televised “trial of the century” full of racist cops, bloody gloves and a leech called Kato Kaelin, O.J. Simpson was found “not guilty” of the murder of estranged wife Nicole Brown Simpson and her friend Ron Goldman, infuriating well over half of the country.

98 Princess Diana Dies In Car Crash

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Princess Diana, the “people’s princess,” was often described as the World’s Most Photographed Woman. So it shouldn’t have been too shocking when the paparazzi chased her driver head-on into a concrete pillar in a Paris underpass on August 31, 1997. A $16 million investigation which concluded in 2008 year said the blame fell mostly on Diana’s driver driving under the influence.

99 The Monica Lewinsky Affair

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It doesn’t get any crazier than a relationship with the President of the United States of America. When news broke that former intern Lewinsky had administered oral sex to the POTUS, it sent shockwaves through the nation. Clinton’s initial denial of the events resulted in his impeachment.

100 The Murders Of Notorious B.I.G. And Tupac

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The East Coast vs. West Coast rap beef spiraled out of control when it claimed the lives of two of the genre’s youngest and most talented. 2Pac was shot and killed in September 1996 in Las Vegas, and the same happened to Biggie in LA in March 1997. The worst part? The crimes are still unsolved.